1-Methyl-3-(prop-2-en-1-yl)pyrrolidin-2-one

Base Information

• Chemical Name: 1-Methyl-3-(prop-2-en-1-yl)pyrrolidin-2-one
• CAS No.: 40296-20-6
• Molecular Formula: C₈H₁₃NO
• Molecular Weight: 139.197
• DSSTox Substance ID: DTXSID60517785
• Nikkaji Number: J2.398.837B
• Mol file: 40296-20-6.mol

Synonyms:40296-20-6;1-Methyl-3-(prop-2-en-1-yl)pyrrolidin-2-one;1-methyl-3-prop-2-enylpyrrolidin-2-one;SCHEMBL1645972;DTXSID60517785;FT-0722112

Chemical Property of 1-Methyl-3-(prop-2-en-1-yl)pyrrolidin-2-one

Chemical Property:

• PSA: 20.31000
• LogP: 0.97870
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 139.099714038
• Heavy Atom Count: 10
• Complexity: 153

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC(C1=O)CC=C

Technology Process of 1-Methyl-3-(prop-2-en-1-yl)pyrrolidin-2-one

There total 12 articles about 1-Methyl-3-(prop-2-en-1-yl)pyrrolidin-2-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

1-methyl-pyrrolidin-2-one (872-50-4,26138-58-9) + allyl bromide (106-95-6) → 1-methyl-3-(prop-2'-en-1'-yl)pyrrolidin-2-one (40296-20-6)

Guidance literature:

1-methyl-pyrrolidin-2-one; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.166667h;

allyl bromide; In tetrahydrofuran; at -78 ℃; for 0.5h; Further stages.;

DOI:10.1002/ejoc.200700614

Reference yield: 67.0%

methyl bromide (74-83-9) + 3-allylpyrrolidin-2-one (113789-91-6) → 1-methyl-3-(prop-2'-en-1'-yl)pyrrolidin-2-one (40296-20-6)

Guidance literature:

3-allylpyrrolidin-2-one; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 1.5h; Schlenk technique; Inert atmosphere;

methyl bromide; In tetrahydrofuran; hexane; at -78 - 20 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1039/c6cc00700g

Reference yield: 65.0%

5-Methoxy-1-methyl-3,4-dihydro-2H-pyrrolium (45515-38-6) + Lithium allyl alcoholate (52203-12-0) → 1-methyl-3-(prop-2'-en-1'-yl)pyrrolidin-2-one (40296-20-6)

Guidance literature:

In tetrahydrofuran; for 12h; Heating;

DOI:10.1016/S0040-4039(00)79904-7

upstream raw materials:

1-methyl-pyrrolidin-2-one

allyl bromide

5-Methoxy-1-methyl-3,4-dihydro-2H-pyrrolium

Lithium allyl alcoholate

Downstream raw materials:

1,2-dimethyl-3-allyl-2-pyrrolinium perchlorate

3-Allyl-1-methyl-2-phenylethynyl-pyrrolidine